6-BROMO-TETRAL-1-ON synthesis

8synthesis methods

Product Name:6-BROMO-TETRAL-1-ON
CAS Number:66361-67-9
Molecular formula:C10H9BrO
Molecular Weight:225.08

3470-53-9 Synthesis

3470-53-9
218 suppliers
$6.00/250mg

66361-67-9
168 suppliers
$50.00/100mg

Yield:66361-67-9 83%

Reaction Conditions:

Stage #1: 6-amino-1-tetralonewith hydrogen bromide;sodium nitrite in water; for 0.25 h;
Stage #2: with copper(I) bromide in water; for 0.25 h;

Steps:

6-bromo-3,4-dihydronaphthalen-1(2H)-one 3

To the solution of 2 (5 g and 31 mmol) in a mixture of hydrobromic acid (50 mL and47%) and water (50 mL) cooled by a brine/ice bath, a solution of sodium nitrite (2.5 gand 36 mmol) in water (20 mL) was added dropwise. The resulting mixture was stirredfor 15 min before a solution of cuprous bromide (5.14 g and 36 mmol) in hydrobromicacid (20 mL and 47%) was added dropwise. The resulting mixture was then stirred for15 min. The aqueous layers were washed with ethyl acetate (3 15 mL). The organic layerswere combined, dried over Na2SO4, filtered and evaporated. The resulting yellow oil waspuried by chromatography

References:

Chen, Baiyu;Fu, Wei;Li, Jianqi;Li, Wei;Li, Xinwei;Xie, Peng;Zhang, Junjie;Zhang, Wenbo;Zhu, Mengdan [Molecules,2022,vol. 27,# 7,art. no. 2173]